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November 2006, Country Music Awards

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Sandi Spika

May 2007, Academy of Country Music Awards

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Kaufman Franco

November 2008, Country Music Awards

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Trina Turk

November 2008, CNN Heroes: An All-Star Tribute

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Angel Sanchez

April 2009, Academy of Country Music Awards

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Jenny Packham

January 2010, People's Choice Awards

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Ralph Lauren

May 2010, Costume Institue Gala

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Elie Saab Haute Couture

April 2011, Academy of Country Music Awards

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J. Mendel

November 2011, Country Music Awards

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Elie Saab

September 2011, ACM Honors

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For someone who began walking the red carpet at the tender age of fifteen, it seems as though Taylor Swift skipped right over that usual awkward phase of life. Instead, by employing a smart mix of floor-length glamour with her now-trademark shimmer and sparkle, the award-winning singer-songwriter has managed to pull off some impressively polished looks that are both grown-up enough to exude elegance but still show she is a kid at heart.